Five months later, and Moesha still hasn't returned home. After Kim forgets to purchase tickets to a sold-out concert featuring R&B singer Brandy, Moesha decides to spend her weekend alone with her new beau, Aaron, a college student whom she met over the summer. But when Moesha starts to push the relationship further (mainly due to her strange suggestions), the two break up. Later, Moesha, Kim, Niecy and Hakeem attempt to get into the concert. Backstage, Moesha meets Brandy who gives her some advice.

Musical guest: Big Pun

Moesha and her friends visit Charisse, Moesha's cousin, at Maynard University during Prospective Freshman Weekend. While there, they tour the entire campus and meet new friends (Iris and Mervin) as well as Moesha's ex-boyfriend Aaron. Old sparks flame again for Moesha and Aaron, but she becomes more interested in Mervin. Later, Mervin slips Moesha a drug in her drink, but Aaron comes to her rescue. Meanwhile, Myles has a slumber party.

Now that they're a couple again, Moesha tries to discover what true love is all about. Niecy reveals that she's the first out of the group to have sex; prompting a curious Moesha with various questions about love and sex. Moesha and Kim visit the health clinic where Moesha prescribes for birth control pills. Later, Dee finds the pills in Moesha's purse; leading to a serious conversation about sex. Dee promises Moesha that she won't tell Frank about the pills. Moesha meets Aaron but her anticipation for a romantic evening turn into a nightmare when she learns that he has had many sexual partners. Upset, Moesha walks out of his life for good.

Moesha turns 18 and the gang decides to throw her a surprise birthday party but Kim spoils it by telling her. But the real surprise for Moesha is when all her former boyfriends, Ohagi, Q, Jeremy and Aaron, all stop by to show how they all want her back. But Moesha doesn't want to start over with any of them- except for her former teacher, Channing. After realizing that a relationship between them wouldn't work, Moesha and Channing both decide to just remain friends.